Top Tech Jobs & Startup Jobs in Chicago, IL

The Director of Product Management will lead the underwriting product team, develop strategies, and execute AI-driven solutions to enhance risk assessment and product delivery for Bestow's carrier partners.

As a Staff Backend Engineer, you'll design and operate backend services, lead technical initiatives, ensure reliability, and mentor team members in a remote-first setup.

Build and maintain dbt models, write SQL to investigate and validate data, implement data quality checks, document lineage and metrics, resolve production issues (including on-call), and partner with analysts and business teams to deliver production-ready data products using modern warehouse tooling and AI-assisted frameworks.

Lead a distributed engineering team to deliver customer-facing platform features and manage engineering best practices, mentoring junior engineers, and driving strategic improvements across the software development lifecycle.

Lead and grow a backend engineering team building communications infrastructure: document generation, PDF templating, and multi-channel notifications (email, SMS, mail). Own architecture, integrations with providers (SendGrid, Twilio, Lob), delivery reliability, observability, compliance/audit trails, and template onboarding. Act as player/coach contributing ~20% coding while driving roadmap, operations, and cross-functional collaboration.

The Senior Product Marketing Manager owns platform messaging, leads product launches, collaborates on sales enablement, and conducts market research using AI tools to enhance performance and outcomes.

Investigate payment issues end-to-end, perform root-cause analysis, quantify revenue impact, produce written recommendations, partner with analytics, revenue, support, and carrier teams, and translate findings into prioritized product opportunities.